3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

Base Information

Chemical Name:3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester
CAS No.:260551-10-8
Molecular Formula:C₃₁H₃₅NO₇
Molecular Weight:533.621
Hs Code.:

Synonyms:3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

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Chemical Property of 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

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Technology Process of 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

There total 3 articles about 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 201864-30-4
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid

: 74-88-4
methyl iodide

: 260551-10-8
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

Guidance literature:: With CsCO₃; In N,N-dimethyl-formamide; for 14h;
DOI:10.1021/jo990766l

Reference yield:

: 4171-72-6,4171-79-3,121123-45-3
2-acetamido-2-deoxy-3,4,6-tri-O-benzyl-D-galactopyranose

: 260551-10-8
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / toluene; CHCl₃ / 0.5 h

2: 1.24 g / BuLi; lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

3: 97 percent / CsCO₃ / dimethylformamide / 14 h

With n-butyllithium; thionyl chloride; naphthalen-1-yl-lithium; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Carboxylation / 3: Methylation;
DOI:10.1021/jo990766l

Reference yield:

: N-((3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-chloro-tetrahydro-pyran-3-yl)-acetamide

: 260551-10-8
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.24 g / BuLi; lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

2: 97 percent / CsCO₃ / dimethylformamide / 14 h

With n-butyllithium; naphthalen-1-yl-lithium; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Carboxylation / 2: Methylation;
DOI:10.1021/jo990766l